Studies Toward the Synthesis of Benzfuzed Azoles
No Thumbnail Available
Date
2013
Authors
Journal Title
Journal ISSN
Volume Title
Publisher
Abstract
The thesis contains four chapters. The first two chapters describe the synthesis of 1-aryl-1H-benzotriazoles by copper-catalyzed C-N cross-coupling and palladium-catalyzed intramolecular C-H activation/C-N bond formation reactions. The third chapter deals with the synthesis of N-aryl benzimidazoles via palladium-catalyzed intramolecular C-H amination, while the fourth chapter focuses on PhI(OAc)2-promoted oxidative synthesis of benzfuzed azoles. I. Copper(I)-Catalyzed Synthesis of 1-Aryl-1H-benzotriazoles 1-Aryl-1H-benzotriazoles are among the most important classes of heterocyclic compounds in biological and medicinal sciences. This chapter describes copper(I)-catalyzed synthesis of 1-aryl-1H-benzotriazoles from 2-halophenylimino-2-phenyl-hydrazines by intramolecular C-N cross-coupling reaction (Scheme 1). A variety of substrates undergo reactions to give the target products in high yield. This procedure provides a straightforward route for the regioselecitve and efficient synthesis of functionalized 1-aryl-1H-benzotriazoles under external ligand-free conditions. Scheme 1. Copper(I)-Catalyzed Synthesis of 1-Aryl-1H-benzotriazoles II. Palladium(II)-Catalyzed Synthesis of 1-Aryl-1H-benzotriazoles C-H activation protocols are attractive because they make methodology atom economical, step efficient and obviate the need for preactivated substrate precursors. This chapter focuses on the synthesis of 1-aryl-1H-benzotriazoles from phenylimino-2-phenyl-hydrazines (Scheme 2). The substrates undergo intramolecular C-H activation followed by C-N bond formation reactions in presence of catalytic amount of Pd(OAc)2 to afford the corresponding 1-aryl-1H-benzotriazoles..
Description
Supervisor: T. Punniyamourthy
Keywords
CHEMISTRY